Guesthouse holiday rentals in San Diego Bay

Charming Studio in The Heart of South Park

Welcome to the beautifully designed furnished studio in the heart of South Park. Featuring high-end furniture & thoughtful details, this space blends comfort & style. Enjoy a restful night on the ultra-comfortable queen sleeper sofa by American Leather & stay cool year-round with a mini-split AC. It has a private relaxing outdoor space. Located just a few blocks from South Park’s cafés, boutiques, & top restaurants, you’ll enjoy the neighborhood like a local. Ideal for short & extended stays.

Sunny garden casita in vibrant North Park

Enjoy peaceful, sunny San Diego days as palms sway above this private garden retreat tucked behind a 1925 Craftsman. Designed with a love of nature and simple beauty, the guest house opens onto lush greenery and dappled light — a calm, creative hideaway in the heart of one of San Diego’s most charming neighborhoods. Just a short stroll brings you to great restaurants, world-class breweries, and cozy coffee shops, while Balboa Park, the Zoo, the beaches, and downtown are all only minutes away.

The Golden Hill mosaic "casita"

This is a boutique guesthouse that is part of a 1913 duplex which has been extensively remodeled, and yet maintains its essence in historic Golden Hill. It is a solar-powered 1-bedroom 1-bathroom featuring custom Mexican furniture, french doors, a view of the San Diego Skyline, and a private patio area. Feel the cool breeze on top of Golden hill, a centrally located up and coming neighborhood with lots of walkable destinations. The home is exquisitely decorated with custom Chilean mosaics.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

Downtown Cottage Walkable to Gaslamp & Petco Park

Welcome to your urban cottage just steps away from downtown San Diego! The Queen Anne Cottage combines brand-new renovations with historic charm. The Cottage has a private entrance so you can easily come and go and is located in quiet, family-oriented neighborhood in the Sherman Heights historic district just a few blocks from downtown San Diego. It is minutes away from the Convention Center, Petco Park, the Gaslamp District, the Coronado bridge, Balboa Park, and the San Diego Zoo.

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

Mission Hills: Private Studio • Walk to Hillcrest

Experience 'The Lark Nest,' a stylish San Diego studio loft in Mission Hills. This private detached guest house offers panoramic bay, Coronado, and ocean views from the property, perfect for sunset watching. Featuring a comfortable queen bed and a small futon, it comfortably fits 2 guests, with space for 3. Enjoy a well-equipped kitchenette and proximity to top city attractions and dining for a unique San Diego escape.

Mountain View Retreat in Gated Estate (Hot Tub)

Perched above a canyon with spectacular panoramic mountain views, this private guest house is a secluded retreat in one of San Diego’s most eclectic and desirable neighborhoods less than 6 miles from the Downtown San Diego airport. Enjoy a fully equipped kitchen, luxe king size bed and dual sliding glass doors that open to an expansive deck with patio seating, private hot tub and BBQ area.

Oceanview serenity in Sunset Cliffs

You won't want to leave this bright and modern guesthouse located just a short walk from iconic Sunset Cliffs. Spacious and fully renovated studio with amazing ocean views. Four blocks to private Bermuda Beach and less than a mile into fun and funky Ocean Beach. Less than 15 minutes drive to Sea World, the San Diego Zoo, shopping centers and downtown.

Lower Suite on Ivy St - Walk to Little Italy!

A private studio suite in Bankers Hill with its own outdoor space, self check-in, kitchenette, and easy walkability to Little Italy, Balboa Park, the waterfront, restaurants, cafés, and nightlife. Drop your bags and explore the San Diego Zoo, Balboa Park, USS Midway Museum, and the Little Italy Mercato, all within a nice stroll from the space.

*BEAUTIFUL* Sunny Home in Golden Hill

Bright & Sunny Home Guest house with private entrance and deck. Lots of great restaurants and shops nearby. Located on a quiet street with a nice kitchen, A/C, heat, deck, king bed, and laundry. **BRAND NEW washer and dryer installed 11/8/24!!!